[4-(4-[1,2,3]Triazol-1-yl-butyl)phenyl]-carbamic acid tert-butyl ester → [4-(4-[1,2,3]Triazol-1-yl-butyl)-phenyl]-[2-(5-trifluoromethoxy-1H-indol-2-yl)-oxazol-4-ylmethyl]-carbamic acid tert-butyl ester

HRID 1392238

反応式

HRID 1392238 の反応式
[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]2[CH:22]=[CH:21][N:20]=[N:19]2)=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].Cl[CH2:25][C:26]1[N:27]=[C:28]([C:31]2[NH:32][C:33]3[C:38]([CH:39]=2)=[CH:37][C:36]([O:40][C:41]([F:44])([F:43])[F:42])=[CH:35][CH:34]=3)[O:29][CH:30]=1>CN(C)C=O>[C:1]([O:5][C:6](=[O:23])[N:7]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]2[CH:22]=[CH:21][N:20]=[N:19]2)=[CH:10][CH:9]=1)[CH2:25][C:26]1[N:27]=[C:28]([C:31]2[NH:32][C:33]3[C:38]([CH:39]=2)=[CH:37][C:36]([O:40][C:41]([F:44])([F:42])[F:43])=[CH:35][CH:34]=3)[O:29][CH:30]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 69220256[4-(4-[1,2,3]Triazol-1-yl-butyl)phenyl]-carbamic acid tert-butyl esterHCID 1363319652-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole

生成物 1

HCID 136331972[4-(4-[1,2,3]Triazol-1-yl-butyl)-phenyl]-[2-(5-trifluoromethoxy-1H-indol-2-yl)-oxazol-4-ylmethyl]-carbamic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of [4-(4-[1,2,3]Triazol-1-yl-butyl)-phenyl]-carbamic acid tert-butyl ester (0.297 g, 0.94 mmol) in N,N-dimethyl formamide (5 ml) sodium hydride (0.050 g, 2.1 mmol) was added and the mixture stirred for 30 min at r.t. To this mixture a solution of 2-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole 0.3 g, 0.94 mmol) in N,N-dimethyl formamide (5 ml) was added and stirring continued for 16 h. The mixture was then poured on water (25 ml) and extracted with ethyl acetate (3×25 ml). The combined organic extracts was washed with water, brine and dried over sodium sulfate. After concentration in vacuo the crude product was purified on silica gel (iso-hexanes/ethyl acetate 1:2) to yield [4-(4-[1,2,3]Triazol-1-yl-butyl)-phenyl]-[2-(5-trifluoromethoxy-1H-indol-2-yl)-oxazol-4-ylmethyl]-carbamic acid tert-butyl ester as light yellow solid.

後処理

  1. stirringstirring
  2. waitcontinued for 16 h
  3. additionThe mixture was then poured on water (25 ml)
  4. extractionextracted with ethyl acetate (3×25 ml)
  5. washThe combined organic extracts was washed with water, brine
  6. dry with materialdried over sodium sulfate
  7. concentrationAfter concentration in vacuo the crude product
  8. customwas purified on silica gel (iso-hexanes/ethyl acetate 1:2)

出典と根拠

ORDレコード
ord-5b5133160aae44da964fa3395110c878
出典データセット
uspto-grants-2008_03
特許番号
US07342030B2

関連ノート

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